(2R,3S,6R)-N-(tert-butoxycarbonyl)-3-bromo-6-nosylamino-2-(4-phenylphenyl)-azepane | 1590381-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,6R)-N-(tert-butoxycarbonyl)-3-bromo-6-nosylamino-2-(4-phenylphenyl)-azepane
• 英文别名: tert-butyl (2R,3S,6R)-3-bromo-6-[(4-nitrophenyl)sulfonylamino]-2-(4-phenylphenyl)azepane-1-carboxylate
• CAS: 1590381-30-8
• 化学式: C₂₉H₃₂BrN₃O₆S
• 分子量: 630.56
• InChiKey: FCXBNCZRHHXDJU-DURWQBQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-硝基苯磺酰胺 、 tert-butyl (2S)-2-[(E)-4-(4-phenylphenyl)but-3-enyl]aziridine-1-carboxylate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 以92%的产率得到(2R,3S,6R)-N-(tert-butoxycarbonyl)-3-bromo-6-nosylamino-2-(4-phenylphenyl)-azepane
  参考文献：
  名称：

  N-Bromosuccinimide-Induced Aminocyclization–Aziridine Ring-Expansion Cascade: An Asymmetric and Highly Stereoselective Approach toward the Synthesis of Azepane

  摘要：

  A novel N-bromosuccinimide induced amino-cyclization aziridine ring expansion cascade is reported. Substituted azepanes were isolated exclusively in good yields. The azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide.

  DOI：

  10.1021/ol5005609

文献信息

• <i>N</i>-Bromosuccinimide-Induced Aminocyclization–Aziridine Ring-Expansion Cascade: An Asymmetric and Highly Stereoselective Approach toward the Synthesis of Azepane
  作者：Jing Zhou、Ying-Yeung Yeung

  DOI：10.1021/ol5005609

  日期：2014.4.18

  A novel N-bromosuccinimide induced amino-cyclization aziridine ring expansion cascade is reported. Substituted azepanes were isolated exclusively in good yields. The azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide.